Skegness Cottages

Looking for the perfect holiday destination? Look no further than Skegness, a coastal town known for its stunning natural beauty and charming atmosphere. And when it comes to finding the perfect accommodation, cottages.com is here to make your holiday dreams come true. As a leading holiday cottage rental provider, we offer a wide range of Skegness cottages that are sure to suit every taste and budget. Whether you're looking for a cosy cottage by the sea or a spacious retreat surrounded by nature, we have the perfect option for you. Imagine waking up to breathtaking views, exploring sandy beaches, and enjoying delicious local cuisine. With cottages.com, your holiday in Skegness will be an unforgettable experience. Book your dream cottage today and start counting down the days until your well-deserved getaway. Skegness awaits!

The view from Skegness pier, UK along the wide sandy beach in summertime

Popular Skegness Holiday Cottages

Living room | The Hideaway, Chapel St. Leonards, near Skegness
Customers' Choice

Chapel St. Leonards, near Skegness, Lincolnshire

The Hideaway

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 Jan•7 nights

£737
View
Living room | The Sidings, Willoughby
Customers' Choice

Willoughby, Lincolnshire

The Sidings

Coastal
Luxury
Wifi
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

15 Oct•7 nights

£797
View
Living room | Welton House, Orby, near Skegness
Customers' Choice

Orby, near Skegness, Lincolnshire

Welton House

Hot Tub
Luxury
Wifi
  • 12 Guests
  • 6 Bedrooms
  • 2 Bathrooms
  • 4 Pets

4.9

out of 5

5 Feb•7 nights

£1,722
View
Open plan living space | Archways - Ashtree Court, Addlethorpe
Customers' Choice

Addlethorpe, Lincolnshire

Archways

Wifi
Swimming Pool
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

2 Dec•7 nights

£561
View
Attractive holiday home with hot tub | Coastal Retreat - The Laurels, Addlethorpe, near Skegness
Customers' Choice

Addlethorpe, near Skegness, Lincolnshire

The Laurels - Coastal Retreat

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

14 Nov•7 nights

£1,295
View
Swimming pool | Ings Barn, Thorpe Culvert, near Skegness
Customers' Choice

Thorpe Culvert, near Skegness, Lincolnshire

Ings Barn

Hot Tub
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.3

out of 5

27 Nov•7 nights

£1,326
View
Exterior | Mill Fields, Hogsthorpe

Hogsthorpe, Lincolnshire

Mill Fields

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

12 Nov•7 nights

£447
View
Exterior | Jockhedge- The Farmhouse - Jockhedge, Burgh Le Marsh, near Skegness

Burgh Le Marsh, near Skegness, Lincolnshire

Jockhedge- The Farmhouse

Luxury
Wifi
Car Parking On Site
  • 12 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 2 Pets

4.8

out of 5

9 Jan•7 nights

£2,262
View
Delightful holiday home | Boothby Cottage - Beck View and Boothby Cottage, Welton-le-Marsh, near Spilsby
Customers' Choice

Welton-le-Marsh, near Spilsby, Lincolnshire

Boothby Cottage

Wifi
Car Parking On Site
Enclosed Garden / Patio
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

4 Dec•7 nights

£367
View
Living room | Sandpiper - Gibraltar Barns, Skegness

Skegness, Lincolnshire

Sandpiper

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

13 Nov•7 nights

£957
View

Dog Friendly Skegness Cottages

Exterior | The Lodge, Hogsthorpe

Hogsthorpe, Lincolnshire

The Lodge

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

1

out of 5

4 Jun•7 nights

£811
View
Living room | The Hideaway, Chapel St. Leonards, near Skegness
Customers' Choice

Chapel St. Leonards, near Skegness, Lincolnshire

The Hideaway

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 Jan•7 nights

£737
View
Exterior | Swift Retreat, Skegness

Skegness, Lincolnshire

Swift Retreat

Coastal
Wifi
Swimming Pool
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

12 Nov•7 nights

£682
View
Living room | Welton House, Orby, near Skegness
Customers' Choice

Orby, near Skegness, Lincolnshire

Welton House

Hot Tub
Luxury
Wifi
  • 12 Guests
  • 6 Bedrooms
  • 2 Bathrooms
  • 4 Pets

4.9

out of 5

5 Feb•7 nights

£1,722
View
Open plan living space | Archways - Ashtree Court, Addlethorpe
Customers' Choice

Addlethorpe, Lincolnshire

Archways

Wifi
Swimming Pool
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

2 Dec•7 nights

£561
View
Attractive holiday home with hot tub | Coastal Retreat - The Laurels, Addlethorpe, near Skegness
Customers' Choice

Addlethorpe, near Skegness, Lincolnshire

The Laurels - Coastal Retreat

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

14 Nov•7 nights

£1,295
View
Exterior | Barn Cottage, Skegness
Customers' Choice

Skegness, Lincolnshire

Barn Cottage

Coastal
Hot Tub
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

6 Feb•7 nights

£437
View
Exterior | Mill Fields, Hogsthorpe

Hogsthorpe, Lincolnshire

Mill Fields

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

12 Nov•7 nights

£447
View
Exterior | The Barn - Jockhedge, Burgh Le Marsh

Burgh Le Marsh, near Skegness, Lincolnshire

Jockhedge - The Barn

Luxury
Wifi
Car Parking On Site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

13 Nov•7 nights

£741
View

Coastal Skegness Holiday Cottages

Exterior | The Lodge, Hogsthorpe

Hogsthorpe, Lincolnshire

The Lodge

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

1

out of 5

4 Jun•7 nights

£811
View
Living room | The Hideaway, Chapel St. Leonards, near Skegness
Customers' Choice

Chapel St. Leonards, near Skegness, Lincolnshire

The Hideaway

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 Jan•7 nights

£737
View
Exterior | Swift Retreat, Skegness

Skegness, Lincolnshire

Swift Retreat

Coastal
Wifi
Swimming Pool
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 1 Pet

12 Nov•7 nights

£682
View
Living room | The Sidings, Willoughby
Customers' Choice

Willoughby, Lincolnshire

The Sidings

Coastal
Luxury
Wifi
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

15 Oct•7 nights

£797
View
Open plan living space | Archways - Ashtree Court, Addlethorpe
Customers' Choice

Addlethorpe, Lincolnshire

Archways

Wifi
Swimming Pool
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

2 Dec•7 nights

£561
View
Attractive holiday home with hot tub | Coastal Retreat - The Laurels, Addlethorpe, near Skegness
Customers' Choice

Addlethorpe, near Skegness, Lincolnshire

The Laurels - Coastal Retreat

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

14 Nov•7 nights

£1,295
View
Exterior | Barn Cottage, Skegness
Customers' Choice

Skegness, Lincolnshire

Barn Cottage

Coastal
Hot Tub
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.7

out of 5

6 Feb•7 nights

£437
View
Exterior | Mill Fields, Hogsthorpe

Hogsthorpe, Lincolnshire

Mill Fields

Coastal
Wifi
Car Parking On Site
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.5

out of 5

12 Nov•7 nights

£447
View
Exterior | The Barn - Jockhedge, Burgh Le Marsh

Burgh Le Marsh, near Skegness, Lincolnshire

Jockhedge - The Barn

Luxury
Wifi
Car Parking On Site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

13 Nov•7 nights

£741
View

Luxury Skegness Holiday Cottages

Living room | The Hideaway, Chapel St. Leonards, near Skegness
Customers' Choice

Chapel St. Leonards, near Skegness, Lincolnshire

The Hideaway

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 Jan•7 nights

£737
View
Living room | The Sidings, Willoughby
Customers' Choice

Willoughby, Lincolnshire

The Sidings

Coastal
Luxury
Wifi
  • 5 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

5

out of 5

15 Oct•7 nights

£797
View
Living room | Welton House, Orby, near Skegness
Customers' Choice

Orby, near Skegness, Lincolnshire

Welton House

Hot Tub
Luxury
Wifi
  • 12 Guests
  • 6 Bedrooms
  • 2 Bathrooms
  • 4 Pets

4.9

out of 5

5 Feb•7 nights

£1,722
View
Attractive holiday home with hot tub | Coastal Retreat - The Laurels, Addlethorpe, near Skegness
Customers' Choice

Addlethorpe, near Skegness, Lincolnshire

The Laurels - Coastal Retreat

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

5

out of 5

14 Nov•7 nights

£1,295
View
Swimming pool | Ings Barn, Thorpe Culvert, near Skegness
Customers' Choice

Thorpe Culvert, near Skegness, Lincolnshire

Ings Barn

Hot Tub
Luxury
Wifi
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 0 Pets

4.3

out of 5

27 Nov•7 nights

£1,326
View
Exterior | The Barn - Jockhedge, Burgh Le Marsh

Burgh Le Marsh, near Skegness, Lincolnshire

Jockhedge - The Barn

Luxury
Wifi
Car Parking On Site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

13 Nov•7 nights

£741
View
Exterior | Jockhedge- The Farmhouse - Jockhedge, Burgh Le Marsh, near Skegness

Burgh Le Marsh, near Skegness, Lincolnshire

Jockhedge- The Farmhouse

Luxury
Wifi
Car Parking On Site
  • 12 Guests
  • 5 Bedrooms
  • 4 Bathrooms
  • 2 Pets

4.8

out of 5

9 Jan•7 nights

£2,262
View
Living room | Sandpiper - Gibraltar Barns, Skegness

Skegness, Lincolnshire

Sandpiper

Coastal
Hot Tub
Luxury
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

13 Nov•7 nights

£957
View
Open plan living space | Cherry Blossom - Golden Beach Holiday Park, Ingoldmells

Ingoldmells, Lincolnshire

Cherry Blossom

Coastal
Luxury
Wifi
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

13 Nov•7 nights

£517
View
Exterior | Beech House, Wainfleet, near Skegness
Customers' Choice

Wainfleet, near Skegness, Lincolnshire

Beech House

Coastal
Hot Tub
Luxury
  • 12 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 3 Pets

5

out of 5

6 Dec•7 nights

£1,662
View

See more cottages in Skegness

Inspiration of things to see and do in our cottages in Skegness

So why wait? Book your dream holiday in Skegness with cottages.com and create memories that will last a lifetime. Experience the beauty and tranquility of this charming region while enjoying the comfort and convenience of our holiday cottages. Start planning your Skegness getaway today! With the largest collection of Lincolnshire holiday cottages, we have the perfect home away from home for you.

Here are the top five things to see and do in our cottages in Skegness:

Skegness Beach

Enjoy the sandy shores of Skegness Beach, a classic British seaside destination. Relax on the beach, take a dip in the sea, and indulge in traditional seaside treats like fish and chips and ice cream.

Natureland Seal Sanctuary

Visit Natureland Seal Sanctuary, a wildlife sanctuary that rescues and rehabilitates seals and other marine animals. Watch feeding sessions and learn about marine conservation efforts.

Skegness Pier

Take a walk along Skegness Pier, which features various amusements, arcades, and attractions. Enjoy the nostalgic seaside atmosphere and try your hand at some fun games.

Fantasy Island

Have a thrilling day at Fantasy Island, an amusement park offering a range of rides and attractions for the whole family. From roller coasters to family-friendly rides, there's something for everyone.

Gibraltar Point National Nature Reserve

Explore Gibraltar Point, a beautiful nature reserve with diverse wildlife and scenic walking trails. It's a great place for birdwatching and nature lovers.

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